Azo coloring-matters.



'1) str PATENT o HEINRICH JORDAN AND WILHELM NEELMEIER, 0F LEVERKUSEN', NEAR COLOGNE,

GERMANY, ASSIGNORS T0 SYNTHETIC PATENTS CO. INC., OF NEW YORK, N. Y A.

CORPORATION OF NEW YORK.

A20 COLORING-MATTERS.

No Drawing.

To all whom it may concer Be it known that we, HEINRICH JORDAN- and VILHELM NEELMEIER, doctors of philosophy, chemists, citizens of Empire, residing at Leverkusen, near Cologne-on-the-Rhine, Germany, have invent ed new and useful Improvements in New Azo Coloring-llllatters, of which the following is a specification.

W e have found that new and valuablelcotton dyes can be obtained by combining with aminoarylpyrazolones the diazo compounds obtainable from the aminobcnzoylamino compounds described in United States Letters Patent Nos. 1059070 and 1012853. Yellow azo coloring matters are thus obtained. These colors are rendered fast to washing by after-treatment with formaldehyde of fibers dyed with them. They can also be diazotivled on the fiber and developed with suitable azo dyestuii components for instance with pyrazolones, shade fast to light and washing being obtained which can be discharged with hydrosulfite to a pure white.

In order to illustrate the new process more fully the following example is given, the parts being by weight :-64 parts of dipara-aminobenzoyl para aminophenylurea- United States Letters disulfonic acid (see line 69) having most Patent No. 1059070,

probably the formula:

compound is added-to an aqueous cooled solution of 37.8 parts of. 1meta-aminophenyl- 3-methyl-5-pyrazolone and 70 parts of Specification of Letters Patent.

the German Patented Juliy 2'7, 1015.

Application filed July 7, 1914. Serial No. 849,587.

Na GQ The azodye is salted out. After being dried and pulverized it is a yellow powder dyeing cotton in bright greenishyellow shades, which are rendered fast to washing by treatment with formaldehyde. An orange shade is obtained by diazotizing the dye on the fiber and developing it with beta-naphthol, a yellow shade by develop- Upon treatment with zinc powder and acetic acid it is split up into the di-para-aminoben zoyl-para-aininophenyliirea-disulfonic acid and l-rneta-aminophenyl3-inethyl-ainino- NH;-C5H4CO-NECH.-CONH'C5H;(SO;H)C by combining it after diazotation with 1- metaaumnophenyl-3 methyl 5 pyrazolone.

Other of the above mentioned products can be used.-

We claim 1. The new dyes being derived from an aininobenzoylamino compound and an aminoarylpyrazolone being yellow azo colors,

inent with 1-phenyl-3-methy1-5-pyrazolone. i

which are rendered fast to washing by aftertreatment with formaldehyde ;yielding upon reduction an aininobenzoylamino-compound and a taminopyrazolone and furnishing shades "fast to washing and to light by diazotatio-n on fiber and development with azo dycstufl' components which shades can be discharged with hydrosulfite to a pure white. substantially as described.

2. The new dye being derived from dipara-aminobenzoyl para aminophenylureadisnlfonic acid and l-m'eta-aminophenyl=3- metbyl-b-pyrazolone, which is after being dried and pulverized a yellow powder dyeing cotton bright greenish-yellow shades which are rendered fast to washing by treatment with formaldehyde; an orange shade being obtained by diazotizing the dye on the fiber and developing it with beta-naphthol, a yellow shade by development with 1 phenyl-3-metl1yl-5-pyraml0n0; and yielding set our hands in the presence of two subupon treatment with zinc powder and acetic scribing witnesses. acid the di-parzr-zuninobenzoyl-pnru:1n1ino- HEINRICH JORDANv phenyluren-disnlfonic acid amLl-mota-znni- \VILHELM NEELMEI'ER. nophcnyl 3 methyl -l-aminw5-pyrnzolone, 'itnesses: v substantially as described. LOUIS VAXDORY,

In testimony whereof We have hereunto IIANS BRUCKNER. 

